Tag: M.W:200-300

These common heterocyclic compound, 39602-93-2, name is 4-Amino-1-methyl-4H-1,2,4-triazol-1-ium iodide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. COA of Formula: C3H7IN4

To a preweighed Erlenmeyer flask, 1.1726 grams, 5.18 mmoles of 1-methyl-4-amino-1,2,4-triazolium iodide was dissolved in twenty mL of fresh methanol and stirred vigorously with a Teflon stir bar. Silver nitrate, 0.8805 grams, 5.18 mmoles, was dissolved with 15 ml of methanol along with 3 ml of acetonitrile in a separate flask. The silver nitrate solution was added slowly to the vigorously stirred solution containing the 1-methyl-4-amino-1,2,4-triazolium iodide. After the addition of the silver nitrate solution was completed the reaction mixture was allowed to stir for 45 minutes more, then was filtered through a celite plug into a preweighed flask. The celite plug was washed with three five ml aliquots of fresh methanol. The filtrate flask was evacuated to leave a viscous oil which was then redissolved in 15 ml of fresh methanol and layered with 15 ml of diethyl ether, and subsequently placed in a refrigerator at 4¡ã C. After 24 hours the filtrate solution was decanted away from the precipitated viscous oil, which was washed with three 10 ml aliquots of fresh diethyl ether and vacuum dried to a constant weight, 0.7936 g, 4.92 mmoles of 1-methyl-4-amino-1,2,4-triazolium nitrate. Melting point 54-56¡ã C.; DSC onset 200¡ã C.1H NMR (d6-dmso): 4.051 (singlet); 6.991 (broad singlet); 9.079 (singlet); 10.116 (singlet).13C NMR (d6-dmso): 39.208 (singlet); 143.584 (singlet); 145.615 (singlet).

The synthetic route of 4-Amino-1-methyl-4H-1,2,4-triazol-1-ium iodide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Drake, Greg W.; Hawkins, Tommy; Tollison, Kerri; US7745635; (2010); B1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6, A common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a 250 mL round bottomed flask sodium hydride (60% dispersion in mineral oil) (132 mg, 3.31 mmol) was added to a colorless solution of 3,5-dibromo-1H-1,2,4-triazole (Int-1, 500 mg, 2.2 mmol) in DMF (10 ml). The resulting suspension was stirred at room temp during 30 min and 1,1,1,2,2-pentadeuterio-2-iodoethane (355 mg, 2.2 mmol) was added and the reaction was stirred at 40C over night.The reaction mixture was poured into 50 mL H20 and extracted with EtOAc (3 x 50 mL). The organic layers were washed with sat NaCl (3 x 50 mL), dried over MgS04 and concentrated in vacuo. The title compound was isolated as a colorless liquid (465 mg, 81.2 % yield). MS (ES+) m/z: 260.9 [(M+H)+].

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 7411-23-6,Some common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a 250 mL round bottomed flask sodium hydride (60% dispersion in mineral oil) (264 mg, 6.61 mmol) was added to a colorless solution of 3,5-dibromo-1H-1,2,4-triazole (Int-1, 1 g, 4.41 mmol) in DMF (22 ml) The resulting suspension was stirred at room temp during 30 min and 1-iodo-2-methylpropane (973 mg, 5.29 mmol) was added and the reaction was stirred at 40C over night.The reaction mixture was poured into 50 mL H20 and extracted with EtOAc. The organic layers were washed with sat NaCl (3 x 50 mL), dried over MgS04 and concentrated in vacuo. The title compound was isolated as a light red liquid (1.033 g, 82.8 % yield). MS (ES+) m/z: 283.9 [(M+H)+].

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., COA of Formula: C10H9N3O2

A solution of 2-iodo-5-methylbenzoic acid (4.0 g, 15.3 mmol) in DMF (10 mL) was treated with 1,2,3-triazole (2.1 g, 30.5 mmol), CsCO3 (9.95 g, 30.5 mmol), CuI (0.145 g, 0.76 mmol) and trans-N,N’-dimethylcyclohexane-l,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to room temperature, diluted with water, and washed with EtOAc. The aqueous phase was acidified with IN HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (0 to 10% MeOH in DCM with 0.1% AcOH) to give the faster eluting 2-(2H-l,2,3-triazol~2-yl)-5-methylbenzoic acid, followed by the undesired regioisomer isomer, I -(2H- 1 ,2,3-triazoI-2-yl)-5-methylbenzoic acid. A solution of the acid (3.56 g, 17.52 mmol) in 150 mL of DCM was stirred and cooled to O0C. The solution was treated with oxalyl chloride (1.9 mL, 21.9 mmol) and DMF (68 muL, .878 mmol). The solution was slowly warmed to room temperature and stirred overnight. Solvent was concentrated and the resulting solid was azetroped with DCM and concentrated to provide A-7 as a yellow solid.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRESLIN, Michael, J.; COLEMAN, Paul, J.; COX, Christopher, D.; SCHREIER, John, D.; WHITMAN, David, B.; WO2010/48010; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Formula: C3H3Br2N3

In a 50 mL pressure vial, 3,5-dibromo-1-methyl-1H-1,2,4-triazole (Int-41, 1.47 g, 6.1 mmol) was dissolved in DMF (13 mL) and potassium carbonate (1.53 mg, 11.1 mmol), followed by 3-fluoro-5-methylphenol (700 mg, 5.55 mmol) were added. The vial was sealed, the reaction mixture was stirred for 15 h at 100 C. After cooling, it was concentrated in vacuo, the residue was purified by column chromatography (silica gel, 70 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 25:75 v/v) to yield the title compound as light yellow solid (1.23 g, 75%). 1H NMR (CDCl3, 300 MHz): delta 2.38 (s, 3 H), 3.77 (s, 3 H), 6.76-6.82 (m, 1 H), 6.84-6.91 (m, 2 H). MS (ES+) m/z 286.0, 288.0 [M+H, Br isotopes] .

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 23579-79-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

NH4Cl (150 mL) and extracted with EtOAc (250 mL). The layers were separated, and the aqueous layer extracted with further EtOAc 250 mL. The combined organics were dried over magnesium sulfate, filtered and reduced in-vacuo. The resultant solid was triturated with diethyl ether and filtered to give N-(5-bromo-2-methyl-1,2,4-triazol-3-yl)-4-cyclopropyl-1-tetrahydropyran-2-yl-indazol-5-amine (11.05 g, 26.5 mmol, 80% yield) as a cream solid. UPLC-MS (ES+, Method A): 1.65 min, m/z 417.3/419.3 [M+H]+

The chemical industry reduces the impact on the environment during synthesis 3,5-Dibromo-1-methyl-1H-1,2,4-triazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 1157938-97-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1157938-97-0 as follows.

(B) in a three neck reaction flask, propionitrile was added 4mol, 0.1mol catalyst (containing primary amine 0.05molC-9 cinchona alkaloids, 0.05mol formula and copper pigment base formula),Benzoic acid and 0.1mol 0.5LN, N- dimethylacetamide (the DMA), cooled to -10 , stirring the first solution containing 1mol product 0.3LN, N- dimethylacetamide solution, at -10 8 hours of reaction, TLC the reaction was complete, a solution of a concentration of 1mol / 0.3L L hydrochloric acid the reaction was quenched with 0.2L ethyl acetate three times, the combined organic phase was dried over anhydrous sodium sulfate, and concentrated under reduced pressure, the resulting oil was treated with n-heptane / methylene chloride (1/1 by volume) was recrystallized, filtered and dried to give an off-white solid, i.e. a second product, yield 80%, dr is 97:3.;

According to the analysis of related databases, 1157938-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Liu, Ke; (7 pag.)CN105777740; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7411-23-6, These common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Weigh the raw material 3,5-dibromo-1,2,4-triazole in 50mL of dichloromethane solution.After slowly adding the tungyl acid chloride at a molar ratio of 1: 2, the reaction was started under reflux at 0 C for 2 hours.Follow-up detection by thin-layer chromatography. After the reaction is completed, an appropriate amount of water is added and washed 3 times.Dichloromethane was added and shaken for extraction. The lower layer of the liquid was removed under reduced pressure to remove the solvent, and dried over anhydrous sodium sulfate.The obtained crude product was added with absolute ethanol at a ratio of 1: 1 g / mL, and recrystallized at -20 C.After filtration, the solvent was evaporated to obtain the corresponding compound 2,

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Institute Of Forestry Forest Products Chemical Industry Institute; Huang Lixin; Cheng Jiang; Zhang Caihong; (6 pag.)CN110835322; (2020); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, belongs to Triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1157938-97-0, name: 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

a) Preparation of a Stock-solution of lithium-diisopropylamide (LDA) in tetrahydrofuran (THF): Diisopropylamine (716 mg, 7,1 mmol, 1.05 eq) was dissolved in anhydrous THF (21.3 mL) and the resulting solution was cooled to -78 C under a nitrogen atmosphere. Subsequently, -BuLi (2,7 M solution in w-heptane, 2.5 mL, 6.7 mmol, 1,0 eq) was added in a drop wise fashion over 15 minutes and the reaction mixture was stirred at -78 C for an additional 15 minutes. Then the solution was warmed to 0 C and stirred for 30 minutes after which the stock solution was cooled to -78 C again, b) Coupling reaction: The thus obtained LDA-solution (3,66 mL, 0.98 mmol, 1.1 eq) was transferred to a Schlenk vessel and ethylpropionate (100 mg, 0.98 mmol, 1.1 eq.) was added in a drop wise fashion at -78 C under a nitrogen atmosphere. The resulting mixture was stirred at -78 C for 30 minutes and then l-(2,5-difluorophenyl)-2-(lH-l,2,4-triazol-l-yl)ethanone (200 mg, 0.90 mmol, 1.0 eq.) in THF (3.66 mL) was added in a drop wise fashion over 15 minutes. The reaction mixture was stirred for 2 hours at -78 C and then quenched with acetic acid and warmed to room temperature. The mixture was diluted with aqueous saturated NH4C1 and ethylacetate. The aqueous layer was extracted with ethylacetate (2x) and the combined organic layers were washed with brine, dried (Na2S04), filtered and concentrated in vacuo to give a yellow oil containing the racemic ester I with a diastereomeric excess of 29% in favour of the desired RR/SS diastereomer. Further purification by column chromatography (-heptane/EtOAc/MeOH 60/40/5 v/v/v) provided the RR/SS diastereomer (light yellow solid) as well as the RS/SR diastereomer (off-white solid) in a combined overall yield of 179 mg (0.55 mmol, 61%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BASILEA PHARMACEUTICA AG; VAN SUMMEREN, Ruben; VAESSEN, Harrie; MINK, Daniel; WASER, Mario; WO2014/23623; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 88671-89-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 88671-89-0 as follows.

EXAMPLE B-2 (Procedure B) 2-(4-chlorophenyl)-2-[(1,2,4-triazol-1-yl)methyl]hexanamide To a 500 mL flask was charged 75.0 g (0.24 mole) of alpha-n-butyl-alpha(4-chlorophenyl)-1H-1,2,4-triazole-1-propanenitrile followed by 300 mL of 95% sulfuric acid. The mixture was stirred at 90 C. for 7 days after which the mixture was cooled to room temperature, diluted with ice and neutralized with ammonium hydroxide until basic (pH 8). The product was extracted with ethylene dichloride then washed with water and dried over magnesium sulfate. The solvent was concentrated and gave 45 g (56.5% yield) of a solid melting point 197-199 C.

According to the analysis of related databases, 88671-89-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Rohm and Haas Company; US5358939; (1994); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics